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Water → HCID 86634194、化合物

HRID 1931510
ノート
印刷プレビュー

反応式

HRID 1931510 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[C:15]([NH:20][C@H:21]2[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22]2)[CH:14]=[CH:13]3)=O)=[CH:4][CH:3]=1.Cl.[NH2:31][OH:32].C(=O)([O-])[O-].[Na+].[Na+].O>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[C:15]([NH:20][C@H:21]2[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:23][CH2:22]2)[CH:14]=[CH:13]3)=[N:31][OH:32])=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 68629730HCID 68629730、化合物

生成物 1

HCID 86634194HCID 86634194、化合物収率 59%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred suspension of (4-fluoro-phenyl)-[2-((R)-indan-1-ylamino)-quinolin-6-yl]-methanone (100 mg, 0.26 mmol), hydroxylamine hydrochloride (55 mg, 0.79 mmol) and sodium carbonate (83 mg, 0.78 mmol) in ethanol (1 ml) was heated under reflux conditions for 17 h, the reaction mixture was poured into water (20 ml) and extracted with ethyl acetate (3×75 ml). The combined organic layers were washed with brine (50 ml), dried (MgSO4) and evaporated. The crude product was further purified by flash chromatography on silica gel (heptane/ethyl acetate) and crystallization (ethyl acetate/heptane) to yield the title compound as white solid (61 mg, 59%).

後処理

  1. temperaturewas heated under reflux conditions for 17 h
  2. extractionextracted with ethyl acetate (3×75 ml)
  3. washThe combined organic layers were washed with brine (50 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customThe crude product was further purified by flash chromatography on silica gel (heptane/ethyl acetate) and crystallization (ethyl acetate/heptane)

出典と根拠

ORDレコード
ord-6b878662d52047f68de5940a9db82d20
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08188284B2

反応ノート

読み込み中…

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